Aminocarbonylation of 2-Iodothiophene: High-Yielding Synthesis of Thiophen-2-yl-glyoxylamides

Author(s): Attila Takacs, Andrea Petz, Balazs Jakab, Laszlo Kollar.

Journal Name: Letters in Organic Chemistry

Volume 4 , Issue 8 , 2007

Abstract:

2-Iodothiophene has been aminocarbonylated with simple unfunctionalised amines as well as with amino acid esters as N-nucleophiles in the presence of palladium(0) catalysts formed in situ from palladium(II) acetate and triphenylphosphine. While at low carbon monoxide pressure conversions of synthetic interest have been obtained with simple amines only, at higher carbon monoxide pressure various ketocarboxamides, formed via double carbon monoxide insertion, have been isolated with good yields (up to 85%).

Keywords: Aminocarbonylation, carbon monoxide, thiophene, amino acid, palladium, iodoaromatics

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Article Details

VOLUME: 4
ISSUE: 8
Year: 2007
Page: [590 - 594]
Pages: 5
DOI: 10.2174/157017807782795583
Price: $58

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